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With its greatest hits clustered in one walkable central location, Pleasantville is the perfect place to gather some (very hungry) friends and DIY a progressive dinner, trying a few bites at each of the town’s top spots. Here’s how we’d make it work:
Start with drinks at Mission Taqueria, where the cocktail program relies heavily on tequila and mezcal, with 70 types on the menu for sipping straight or shaking into fruit- and citrus-forward cocktails. From there, it’s a short walk to the Metro-North station, which houses Pubstreet, serving Asian-street-food-inspired bites, like salmon poke sushi fritters and tuna tartare with yuzu kosho and kimchi aioli, under the direction of Village Social Restaurant Group chef Mogan Anthony.
Do entrées at Southern Table, from the restaurateurs behind Pleasantville’s Wood & Fire, where the massive mac ’n’ cheese studded with pickled jalapeños and bacon is big enough to share (though you won’t want to). For dessert, hit Bonnie Saran’s colorful and casual Little Mumbai Market for crêpes with butter and sugar or dulce de leche.
Finally, cap your night with a trio of wines or whiskeys (and maybe some cheese, if you can handle it) at Flights Bar, open until 1 a.m. on Fridays and Saturdays.